40267-53-6Relevant academic research and scientific papers
Rhodium-Catalyzed Asymmetric Synthesis of β-Branched Amides
Wu, Zhao,Laffoon, Joshua D.,Nguyen, Trang T.,McAlpin, Jacob D.,Hull, Kami L.
supporting information, p. 1371 - 1375 (2017/01/24)
A general asymmetric route for the one-step synthesis of chiral β-branched amides is reported through the highly enantioselective isomerization of allylamines, followed by enamine exchange, and subsequent oxidation. The enamine exchange allows for a rapid and modular synthesis of various amides, including challenging β-diaryl and β-cyclic.
METHOD OF CONVERTING ALCOHOL TO HALIDE
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, (2017/01/02)
The present invention relates to a method of converting an alcohol into a corresponding halide. This method comprises reacting the alcohol with an optionally substituted aromatic carboxylic acid halide in presence of an N-substituted formamide to replace a hydroxyl group of the alcohol by a halogen atom. The present invention also relates to a method of converting an alcohol into a corresponding substitution product. The second method comprises: (a) performing the method of the invention of converting an alcohol into the corresponding halide; and (b) reacting the corresponding halide with a nucleophile to convert the halide into the nucleophilic substitution product.
Copper(II) catalyzed allylic amination of terpenic chlorides in water
Boualy, Brahim,Harrad, Mohamed Anouar,El Houssame, Soufiane,El Firdoussi, Larbi,Ali, Mustapha Ait,Karim, Abdallah
experimental part, p. 46 - 50 (2012/04/10)
A highly efficient method for the synthesis of allylic amines from terpenic chlorides by cheap copper (II) as catalyst in water has been developed. Allylic chlorides react with high regioselectivity in the presence of secondary amines, under mild conditions to give N-allylic amines in excellent yields.
Cyclization of N,N-diethylgeranylamine N-oxide in one-pot operation: preparation of cyclic terpenoid-aroma chemicals
Takabe, Kunihiko,Yamada, Takashi,Miyamoto, Takenori,Mase, Nobuyuki
scheme or table, p. 6016 - 6018 (2009/04/11)
Acid promoted cyclization of the geranylamine N-oxide (E)-4 followed by base-catalyzed intramolecular aldol condensation afforded 1-acetyl-4,4-dimethyl-1-cyclohexene (7) in one-pot operation. Reduction of 7, which possess strong fruity odor, followed by lipase-catalyzed kinetic resolution furnished the acetate (R)-26 (>49.9% yield, >99% ee) and the recovered alcohol (S)-25 (>49.9% yield, >99% ee, herbal odor).
Process for producing optically active 3, 7-dimethyl-6-octenol and process for producing intermediate therefor
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, (2008/06/13)
Provided is citronellol, which has an elegant rosy fragrance and is extremely useful for fragrance impartation to aromatic articles. A mixture of an alkylamine and isoprene in a molar ratio of from 1:4 to 1:4.5 is subjected to telomerization at 80 to 100° C. for 2.5 to 3.5 hours in the presence of an alkyllithium catalyst and/or phenyllithium catalyst to obtain a nerylamine compound containing 2 to 10 wt % α-nerylamine compound represented by general formula (4). From this nerylamine compound, citronellol containing 2 to 10 wt % optically active 3,7-dimethyl-7-octenol is produced through the reaction steps of asymmetric isomerization, hydrolysis, and hydrogenation.
Telomerization of Isoprene with Dialkylamine Catalyzed by Palladium Complexes
Hidai, Masanobu,Mizuta, Haruyoshi,Hirai, Kiyomiki,Uchida, Yasuzo
, p. 2091 - 2092 (2007/10/02)
Telomerization of isoprene with diethylamine in the presence of catalytic amounts of palladium chloride and triphenylphosphine under carbon dioxide and/or using methanol as solvent gave three kinds of 2:1 adducts in good yields, one of which was found to be an adduct of new type.
